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Cheap flights from Jamaica to Illinois from $173

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jamaica to Illinois departing on 5/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Jamaica to Illinois

Recent round-trip flight deals from Jamaica to Illinois

Enter your travel dates to find the best prices.
American Airlines Logo
2:30 pm - 7:16 pm
MBJ
-
ORD
4h 46mnonstop
American Airlines Logo
8:30 am - 12:31 pm
ORD
-
MBJ
4h 01mnonstop
$261American Airlines
Fri, May 29 - Mon, Aug 31
American Airlines Logo
2:30 pm - 7:16 pm
MBJ
-
ORD
4h 46mnonstop
American Airlines Logo
8:34 pm - 9:25 am
ORD
-
MBJ
12h 51m
1 stop
$266American Airlines
Fri, May 29 - Mon, Aug 31
United Airlines Logo
4:12 pm - 11:26 pm
MBJ
-
ORD
7h 14m
1 stop
United Airlines Logo
8:40 am - 3:10 pm
ORD
-
MBJ
6h 30m
1 stop
$271United Airlines
Fri, May 22 - Fri, Jun 12
American Airlines Logo
3:20 pm - 11:34 pm
MBJ
-
ORD
8h 14m
1 stop
American Airlines Logo
8:30 am - 12:31 pm
ORD
-
MBJ
4h 01mnonstop
$272American Airlines
Tue, May 19 - Mon, Aug 17
United Airlines Logo
4:12 pm - 11:43 pm
MBJ
-
ORD
7h 31m
1 stop
United Airlines Logo
4:25 pm - 3:10 pm
ORD
-
MBJ
22h 45m
1 stop
$291United Airlines
Thu, Apr 23 - Thu, Apr 30
Southwest Logo
11:35 am - 3:45 pm
MBJ
-
MDW
4h 10mnonstop
Southwest Logo
10:10 am - 2:00 pm
MDW
-
MBJ
3h 50mnonstop
$381Southwest
Sat, May 23 - Sat, Jun 13
Southwest Logo
11:35 am - 3:45 pm
MBJ
-
MDW
4h 10mnonstop
Southwest Logo
5:15 am - 12:40 pm
MDW
-
MBJ
7h 25m
1 stop
$404Southwest
Sat, May 23 - Sat, Jun 13
Spirit Airlines Logo
3:18 pm - 12:24 am
KIN
-
ORD
9h 06m
1 stop
Spirit Airlines Logo
5:05 am - 2:12 pm
ORD
-
KIN
9h 07m
1 stop
$431Spirit Airlines
Wed, May 13 - Wed, May 27
Spirit Airlines Logo
3:18 pm - 12:24 am
KIN
-
ORD
9h 06m
1 stop
Spirit Airlines Logo
5:05 am - 2:12 pm
ORD
-
KIN
9h 07m
1 stop
$432Spirit Airlines
Wed, May 13 - Wed, May 27
Delta Logo
9:00 am - 8:24 pm
KIN
-
ORD
11h 24m
1 stop
Delta Logo
9:10 am - 8:00 pm
ORD
-
KIN
10h 50m
1 stop
$471Delta
Sat, May 16 - Sat, May 30

Air Canada flights from Jamaica to Illinois

Our best Air Canada deals on Jamaica to Illinois flight tickets
Air Canada
Aug 1
MBJ12:30 pmMontego Bay Sangster Intl
20h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
Aug 31
ORD8:40 pmChicago O'Hare Intl
14h 40m
1 stop
MBJ11:20 amMontego Bay Sangster Intl
$337
Air Canada
Aug 1
MBJ12:30 pmMontego Bay Sangster Intl
20h 30m
1 stop
ORD9:00 amChicago O'Hare Intl
Aug 31
ORD6:21 pmChicago O'Hare Intl
16h 59m
2 stops
MBJ11:20 amMontego Bay Sangster Intl
$354
Air Canada
Jun 2
MBJ12:30 pmMontego Bay Sangster Intl
20h 35m
1 stop
ORD9:05 amChicago O'Hare Intl
Aug 25
ORD6:21 pmChicago O'Hare Intl
16h 59m
2 stops
MBJ11:20 amMontego Bay Sangster Intl
$366

American Airlines flights from Jamaica to Illinois

Our best American Airlines deals on Jamaica to Illinois flight tickets
American Airlines
May 29
MBJ2:30 pmMontego Bay Sangster Intl
4h 46m
ORD7:16 pmChicago O'Hare Intl
Aug 31
ORD8:30 amChicago O'Hare Intl
4h 01m
MBJ12:31 pmMontego Bay Sangster Intl
$261
American Airlines
May 29
MBJ2:30 pmMontego Bay Sangster Intl
4h 46m
ORD7:16 pmChicago O'Hare Intl
Aug 31
ORD8:34 pmChicago O'Hare Intl
12h 51m
1 stop
MBJ9:25 amMontego Bay Sangster Intl
$266
American Airlines
May 19
MBJ3:20 pmMontego Bay Sangster Intl
8h 14m
1 stop
ORD11:34 pmChicago O'Hare Intl
Aug 17
ORD8:30 amChicago O'Hare Intl
4h 01m
MBJ12:31 pmMontego Bay Sangster Intl
$272

momondo Fare Finder

 
Customize your flight search to find flights from Jamaica to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 11, 2026.
Use the filters below to find and compare flights from Jamaica to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/29

2:30 pm-7:16 pm

Nonstop4h 46m

Chicago O'Hare Intl

Mon 8/31

8:30 am-12:31 pm

Nonstop4h 01m

$261

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/29

2:30 pm-7:16 pm

Nonstop4h 46m

Chicago O'Hare Intl

Mon 8/31

8:34 pm-9:25 am

1 stop12h 51m

$266

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Fri 5/22

4:12 pm-11:26 pm

1 stop7h 14m

Chicago O'Hare Intl

Fri 6/12

8:40 am-3:10 pm

1 stop6h 30m

$271

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Tue 5/19

3:20 pm-11:34 pm

1 stop8h 14m

Chicago O'Hare Intl

Mon 8/17

8:30 am-12:31 pm

Nonstop4h 01m

$272

Montego BayChicago

MBJ - ORD

MBJORD

Montego Bay Sangster Intl

Thu 4/23

4:12 pm-11:43 pm

1 stop7h 31m

Chicago O'Hare Intl

Thu 4/30

4:25 pm-3:10 pm

1 stop22h 45m

$291
Quickest round-trip

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Sat 5/23

11:35 am-3:45 pm

Nonstop4h 10m

Chicago Midway

Sat 6/13

10:10 am-2:00 pm

Nonstop3h 50m

$381

Montego BayChicago

MBJ - MDW

MBJMDW

Montego Bay Sangster Intl

Sat 5/23

11:35 am-3:45 pm

Nonstop4h 10m

Chicago Midway

Sat 6/13

5:15 am-12:40 pm

1 stop7h 25m

$404

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/13

3:18 pm-12:24 am

1 stop9h 06m

Chicago O'Hare Intl

Wed 5/27

5:05 am-2:12 pm

1 stop9h 07m

$431

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Wed 5/13

3:18 pm-12:24 am

1 stop9h 06m

Chicago O'Hare Intl

Wed 5/27

5:05 am-2:12 pm

1 stop9h 07m

$432

KingstonChicago

KIN - ORD

KINORD

Kingston Norman Manley

Sat 5/16

9:00 am-8:24 pm

1 stop11h 24m

Chicago O'Hare Intl

Sat 5/30

9:10 am-8:00 pm

1 stop10h 50m

$471

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Jamaica to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Jamaica to Illinois is on a Wednesday when prices can be found for as low as $441. Flights from Jamaica to Illinois on a Monday will generally be more expensive and average around $633. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Jamaica to Illinois during this time can be as low as $468. Flights at noon are often more expensive with an average ticket price of $498.

What is the cheapest Jamaica to Illinois flight route?

Fly from Montego Bay Sangster Intl to Chicago O'Hare Intl for the best Jamaica - Illinois flight prices

What cabin class options are available on Jamaica to Illinois flights?

There are 3 cabin classes available to choose from on Jamaica to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Jamaica to Illinois flights?

No. A direct flight is the cheapest option for a flight between Jamaica to Illinois.

Cheap Jamaica to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jamaica to Illinois

Best Price Found

$213

Fastest flight time

4h 23m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Jamaica in the past 72 hours is $213. The best round-trip flight deal from Jamaica to Illinois found on momondo in the last 72 hours is $300.
The fastest flight from Jamaica to Illinois takes 4h 23m
Direct flights go from Jamaica to Illinois every day.
There are 98 airports in Illinois. From Jamaica there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • When did momondo last update prices for flights from Jamaica to Illinois?

    Prices for flights from Jamaica to Illinois were last updated today.

  • How many operators does momondo search for flights from Jamaica to Illinois?

  • How old do you have to be to fly from Jamaica to Illinois?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Jamaica to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents you'll need for your trip to Illinois may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Illinois. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Jamaica to Illinois?

Best airlines flying from Jamaica to Illinois

Compare and see reviews for airlines that fly from Jamaica to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $256Free CancellationRating
6.3
8,517 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $339Free CancellationRating
7.1
11,426 reviews
Search American Airlines flights
United AirlinesPriceFrom $349Free CancellationRating
7.4
9,415 reviews
Search United Airlines flights
SouthwestPriceFrom $392Free CancellationRating
8.0
4,317 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Jamaica to Illinois?

It is quick and easy to find Jamaica to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Jamaica to Illinois with flexible booking policies on momondo?

momondo does allow users to show only those flights to Illinois from Jamaica which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Jamaica to Illinois?

momondo provides multiple filters to help you find the best flight to Illinois from Jamaica. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Jamaica to Illinois right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Jamaica to Illinois now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Illinois and let you know when they change.

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